Middleton Vacations from $2,098

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Your Middleton Vacation

Enjoy amazing adventures when you lock in a vacation package to Middleton. Whether you're a foodie, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this lively city. A trip to Middleton is a superb opportunity to take in the sights. Check out renowned attractions like Randalls Bay Beach, Echo Sugarloaf State Reserve and Heritage Pickers Hut Village. Whoever you're taking a break with and whatever your budget, your ultimate Middleton vacation is just a few clicks away with Expedia.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Kangaroo Bay Apartments

Kangaroo Bay Apartments

4.5 out of 5
Bellerive
Price was $2,306, price is now $2,098 per person
$2,098
per person
Nov 10 - Nov 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Hobart (HBA)
9.4/10 Exceptional! (125 reviews)
It’s very good , the property was close to everything . I like the view of Mount Wellington .

Reviewed on Jul 8, 2025

MACq 01 Hotel

MACq 01 Hotel

5 out of 5
Hobart Central Business District
Price was $2,471, price is now $2,256 per person
$2,256
per person
Nov 10 - Nov 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Hobart (HBA)
9.8/10 Exceptional! (1,001 reviews)
Love the huge rooms, friendly staff and great food options.

Reviewed on Sep 22, 2025

Maylands Lodge

Maylands Lodge

4 out of 5
New Town
Price was $2,446, price is now $2,268 per person
$2,268
per person
Nov 10 - Nov 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Hobart (HBA)
10/10 Exceptional! (161 reviews)
We had a wonderful stay here Would highly recommended 😊 Staff chief and facilities where excellent Great breakfast great hot chocolate

Reviewed on Jun 7, 2025

Allurity Hotel

Allurity Hotel

3.5 out of 5
Hobart Central Business District
Price was $2,254, price is now $2,099 per person
$2,099
per person
Nov 10 - Nov 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Hobart (HBA)
7.6/10 Good! (614 reviews)
Property is undergoing renovation but thats not an excuse for not being clean. Lifts were dirty. One wasnt working. Room had rubbish under the bed. Needed a good vacuum

Reviewed on Sep 29, 2025

Waterloo Cottage

Waterloo Cottage

3.5 out of 5
Battery Point
Price was $2,306, price is now $2,160 per person
$2,160
per person
Nov 10 - Nov 14
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Hobart (HBA)
8/10 Very Good! (4 reviews)
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Middleton Hotel Deals

cosy cottage with wood heater, surrounded by bushland

cosy cottage with wood heater, surrounded by bushland

Middleton
$157 nightly
The price is $169 total per night from Oct 1 to Oct 2
$169 total
Oct 1 - Oct 2
Total with taxes and fees
10/10 Exceptional! (2 reviews)
"Cosy, character cottage. Was great to take our dog for a walk aound t h e property."

Reviewed on Jun 16, 2025

cosy cottage with wood heater, surrounded by bushland
Kingston Hotel

Kingston Hotel

3 out of 5
14 Channel Highway, Kingston, TAS
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Oct 16 to Oct 17
$79 total
Oct 16 - Oct 17
Total with taxes and fees
8.6/10 Excellent! (303 reviews)
Easy for work overnight trip
"Convenient for work trip. Felt safe and had a good sleep"

Reviewed on Sep 7, 2025

Kingston Hotel
Bruny Island Escapes and Hotel Bruny

Bruny Island Escapes and Hotel Bruny

3.5 out of 5
3959 Main Road, Alonnah, TAS
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $125 total per night from Oct 16 to Oct 17
$125 total
Oct 16 - Oct 17
Total with taxes and fees
8.4/10 Very Good! (511 reviews)
"Perfect sized accommodation with all required amenities. Easy stroll to the pub for dinner. Beautiful view and private."

Reviewed on Sep 24, 2025

Bruny Island Escapes and Hotel Bruny
See all 305 properties in Middleton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does a Middleton vacation package cost?
Offering great value package deals from $2,098 on Expedia, you'll be surprised at how little a vacation to Middleton costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Middleton?
If you'd like to book a cheap Middleton vacation package, consider traveling in July, November and December. You're likely to find lower rates on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Middleton?
Typically, a handful of days is enough to visit the major sights during your Middleton vacation. However, if you prefer to have some time to rest or go on day tours, think about extending your itinerary.
How to find the best Middleton package deals?
Landing a cheap Middleton package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Middleton package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Middleton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a customized Middleton vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Middleton?
If you're considering a spontaneous Middleton getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
Your Middleton break should be an escape from your busy life, not a source of money worries. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.